56014-20-1

Upstream product

• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 98-86-2 acetophenone 

Downstream Products

• 56014-08-5 2-(4-methyl-anilino)-4-phenyl-thiazole-5-carboxylic acid methyl ester 
• 40956-42-1 methyl (2S,3S)-2-chloro-3-hydroxy-3-phenylpropanoate 
• 40956-42-1 (2R,3S)-2-Chloro-3-hydroxy-3-phenyl-propionic acid methyl ester 
• 198881-52-6 methyl (2S,3R)-2-chloro-3-hydroxy-3-phenylpropionate 
• 1245930-50-0 methyl (2R,3R)-2-chloro-3-hydroxy-3-phenylpropanoate 
• 50485-71-7 methyl (2RS,3SR)-2-chloro-3-hydroxy-3-phenylpropanoate 
• 7497-61-2 methyl 3-hydroxy-3-phenylpropionate 
• 1333321-19-9 methyl 2-acetoxy-3-(4-methoxyphenylamino)-3-phenylpropanoate 
• 1333321-01-9 methyl 2-acetoxy-3-(4-methoxyphenylamino)-3-phenylacrylate 
• 56014-05-2 2-anilino-4-phenyl-thiazole-5-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Direct Access to 1,1-Dicarbonyl Sulfoxonium Ylides from Aryl Halides or Triflates: Palladium-Catalyzed Carbonylation

The synthesis of 1,1-dicarbonyl sulfoxonium ylides by palladium-catalyzed carbonylation of aryl halides or triflates with α-carbonyl sulfoxonium ylides has been developed for the first time. This method provides a general approach to synthetically useful 1,1-dicarbonyl sulfoxonium ylides in high efficiency. The protocol displays a wide substrate scope, showing that the resulting 1,1-dicarbonyl sulfoxonium ylides have been converted into the corresponding 1,3-dicarbonyl compounds.

Highly diastereoselective and enantioselective synthesis of α-hydroxy β-amino acid derivatives: Lewis base catalyzed hydrosilylation of α-acetoxy β-enamino esters

By design: A series of α-acetoxy-β-enamino esters 1 were synthesized and then subjected to catalytic asymmetric hydrosilylation. In the presence of a chiral Lewis base catalyst, the reactions proceeded smoothly to provide a wide range of chiral α-acetoxy β-amino acid derivatives in high yields with good diastereoselectivities and enantioselectivities. Copyright

Dynamic kinetic resolution of α-chloro β-keto esters and phosphonates: Hemisynthesis of Taxotere through Ru-DIFLUORPHOS asymmetric hydrogenation

The dynamic kinetic resolution (DKR) of racemic α-chloro β-ketoesters and α-chloro β-ketophosphonates through ruthenium-mediated asymmetric hydrogenation is reported. The corresponding α-chloro β-hydroxyesters and α-chloro β- hydroxyphosphonates were obtained in good to high enantio- and diastereomeric excesses using, in particular, the atropisomeric ligand DIFLUORPHOS. This methodology allowed an efficient preparation of the anti phenylisoserine side chain of Taxotere which has been used for the hemisynthesis of the cancer therapeutic agent itself. In addition, 13C NMR in chiral oriented solvents was used to investigate the DKR effect.

A simple and efficient transformation of fischer carbene complexes into bromomethyl ketones or β-ketoesters

Fischer-type carbene complexes react via nucleophilic attack with dibromomethyllithium or haloester lithium enolates to afford bromomethyl ketones or β-ketoesters, respectively.